San DiegotoChicagoFlight Time
SAN–MDW · Nonstop
San Diego (San Diego International Airport) to Chicago (Chicago Midway International Airport).
The estimated flight time from San Diego (SAN) to Chicago (MDW) is about 4h 9m, covering 1,725 miles. Southwest Airlines flies the route nonstop with 3-4/day departures, from 06:20 to 22:40 local time.
Plan this routeAt a glance
| Est. flight time | Distance | Route type | Captured freq. | Market |
|---|---|---|---|---|
| ~4h 9m Estimated from great-circle distance — no tracked flights yet. | 1,725 mi | Nonstop | 3-4/day From the current provider sample; confirm live timetables before booking. | Domestic |
Airlines on this route
Nonstop airlines from San Diego to Chicago
Southwest Airlines operates 3-4/day flights from SAN to MDW. Departures leave from Terminal 1 at SAN.
- First departure
- 06:20
- Last departure
- 22:40
- Cadence
- ~every 2 hours
- Scheduled departure times
- 8
| Airline | Captured daily freq. | Aircraft | Departures (local) |
|---|---|---|---|
| Southwest Airlines | 3-4/day | Boeing 737 · Terminal 1 · Seat map | 06:20 |
Aircraft on this route
Flying the other way?
MDW to SAN flights — 3-4/day on 1 airline →Methodology: airline, aircraft, terminal, and departure-time details come from a full week of published airline schedules for SAN, refreshed on a rolling basis. Frequency uses 22 scheduled departures across 7 observed days; flight time is estimated from flying distance until this route has enough tracked flights for an observed average.
Route FAQ
How long is the flight from San Diego to Chicago?
The estimated flight time from San Diego (SAN) to Chicago (MDW) is about 4h 9m, based on the 1,725-mile flying distance.
How far is San Diego from Chicago?
San Diego (SAN) to Chicago (MDW) is about 1,725 miles by air.
Are there nonstop flights from San Diego to Chicago?
Yes. Southwest Airlines flies nonstop from San Diego (SAN) to Chicago (MDW), with 3-4/day departures.
Which airlines fly from San Diego to Chicago?
Southwest Airlines flies nonstop from San Diego (SAN) to Chicago (MDW).
What aircraft fly from San Diego to Chicago?
The SAN–MDW route is flown with Boeing 737.
Route hubs
Nearby airport options
Near San Diego
- SNA - Santa AnaJohn Wayne/Orange County Airport · 76 mi from SANFlights from SNA
- PSP - Palm SpringsPalm Springs International Airport · 85 mi from SANFlights from PSP
- ONT - OntarioOntario International Airport · 94 mi from SANFlights from ONT
Near Chicago
- ORD - ChicagoChicago O'Hare International Airport · 15 mi from MDWFlights to ORD
- MKE - MilwaukeeGeneral Mitchell International Airport · 81 mi from MDWFlights to MKE